Winter Garden Cottages

A child riding a bicycle on a wooden boardwalk with a body of water and trees in the background.

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Our top choices for Winter Garden cottages

Fire Pit & Yard: Updated Winter Garden Home!

Winter Garden

includes taxes & fees

27 Jul - 28 Jul

Shore Steps Cottage - Walking Distance To The Town Of Windermere

Windermere

includes taxes & fees

31 Jul - 1 Aug

Chic Orlando Family Getaway w/ Fenced Yard!

Rosemont

Jennifer

includes taxes & fees

29 Jul - 30 Jul

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

College Park

M L.

includes taxes & fees

3 Aug - 4 Aug

Cozy Lake Front Cottage

Clermont

Brenda P.

includes taxes & fees

24 Aug - 25 Aug

Downtown Cottage

Colonialtown North

Jerred B.

includes taxes & fees

29 Jul - 30 Jul

Incredible Private Lakefront Cottage Retreat

Altamonte Springs

Lisa

includes taxes & fees

3 Aug - 4 Aug

The Garden, Pet Friendly | Terrace/patio

Historic Tremain Cottages

Mount Dora

Raymond

includes taxes & fees

27 Jul - 28 Jul

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Top Winter Garden Hotel Reviews

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent

"Very good place and friendly staff"

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent

"La habitación estaba bien solo que pequeños detalles hacían ver que no tenía u a excelente limpieza( basura en los cuartos) , pero igual la recomiendo para el precio y todo lo que incluye está bastante bien para mi **** estrellas"

Homewood Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent

"This location was nothing short of a great experience! We were 25 min with traffic from Disney and SeaWorld. Even though we didn't utilize it, this location has free shuttle service to the Disney themed parks. The free breakfast was better than average. No bacon for some reason lol. We booked a one bedroom queen suite. Plenty of space with nice full size fridge. The only cons I have are the shower curtain was barely tub length so we had to utilize more linen and the tv. Reason being is this was a main character in our wind down process for us after a long day at the parks so we were a bit upset about the options to stream weren't available and the screen was dark with no way to change the brightness on the remote. Now back to one more pro THE POOL AND BAR SERVICE! This pool is for all ages and it's nice because 1. It's heated and feels nice even on hot days (wear shoes in hot pavement tho), 2 there's a fun water slide, they've been doing movie nights on the weekends for kids at the pool, 4. good happy hour and drink options and 5. the food was pretty good for a pick me up! All in all..... STAY HERE! We'll definitely be back!"

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

8/10 Good

"The room was clean and spacious, and I liked the separate living room area. However, the A/C was an issue. Even though it was set to 65°F, the room stayed warm and humid, feeling closer to 78°F. The breakfast was good but could use more variety in the hot food options. The pool, hot tub, fitness center, restaurant, and ping pong table were great amenities. The arcade was nice, but it would have been better if some of the games were free. The surrounding area was beautiful and very walkable. Overall, we enjoyed our stay, but the A/C was our biggest complaint."

Find out more about Winter Garden

Winter Garden Cottages information

Number of reviews	379
Accommodation	2357 Cottages
Lowest Price	€156
Highest Price	€490

Frequently asked questions

How much do cottages in Winter Garden cost?

Cottages in Winter Garden range between €156 and €490 per night. These stays offer a chance to get reacquainted with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Why book your cottage in Winter Garden with Expedia?

Expedia has some great cottages in Winter Garden, so get ready for a memorable holiday on nature's doorstep. If you're sticking to a budget, select how much you'd like to spend and the preferred star rating of your property. Or, use our filters to search for cottages with free WiFi or a kitchen. We'll help you find the right fit whatever your bank balance or plans.

How can I find cheap cottages in Winter Garden?

With Expedia's convenient filter tool, scoring cheap cottages in Winter Garden has never been simpler. To discover accommodation that'll make your wallet happy, fine-tune your search results by budget, star rating and amenities.

What is there to do in Winter Garden near my cottage?

Whatever you're into, Winter Garden has plenty of things to keep you on the go. Orange County National Golf Club, Resurrection Catholic Church and West Orange Trail are on many travellers' agendas. Don't forget to explore Winter Garden Art Association, Winter Garden Heritage Museum and Oakland Nature Preserve either. With Expedia's Winter Garden hotel deals, you'll be able to see more renowned attractions like these with the cash you save.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winter Garden cottages

Fire Pit & Yard: Updated Winter Garden Home!

Shore Steps Cottage - Walking Distance To The Town Of Windermere

Chic Orlando Family Getaway w/ Fenced Yard!